XY-ZH compounds as potential 1,3-dipoles. Part 65: atom economic cascade synthesis of highly functionalized pyrimidinylpyrrolidines |
| |
| Authors: | Elghareeb E. Elboray Ronald Grigg Colin W.G. FishwickColin Kilner Mohammed A.B. SarkerMoustafa F. Aly Hussien H. Abbas-Temirek |
| |
| Affiliation: | a Molecular Innovation, Diversity and Automated Synthesis (MIDAS) Centre, School of Chemistry, Leeds University, Leeds LS2 9JT, UK
b Department of Chemistry, Faculty of Science at Qena, South Valley University, Qena, Egypt |
| |
| Abstract: | The results of the reaction of aminomethyl heterocycles and 4,6-dimethyl-2-formylpyrimidine and of activated secondary amines with different aryl/heteroaryl or aliphatic aldehydes and N-methylmaleimide or maleimide are described. In the former case the reactions gave single diastereomers via endo-transition states whilst the latter gave a mixture of diastereomers, which are believed to arise from anti-dipoles via endo/exo transition states. The stereochemistry of the cycloadducts was determined by 1H NMR and confirmed by X-ray crystallography. |
| |
| Keywords: | Azomethine ylides Iminium ion Cycloaddition Pyrimidinylpyrrolidines Cascade reactions |
| 本文献已被 ScienceDirect 等数据库收录！ |
|
